Hydrochloric Acid → HCID 53684414, compound

HRID 1075296Notes

Reaction equation

HRID 1075296 reaction equation
CCN(C1C=CC=CC=1)CC.Cl[C:13]([O:15][CH3:16])=[O:14].[CH3:17][C:18]([CH3:25])=[CH:19][CH:20]=[N:21][CH:22]([CH3:24])[CH3:23].Cl>C1(C)C=CC=CC=1.O>[CH3:16][O:15][C:13](=[O:14])[N:21]([CH:22]([CH3:24])[CH3:23])[CH:20]=[CH:19][C:18]([CH3:25])=[CH2:17]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6586Methyl chloroformateHCID 7061N,N-DiethylanilineHCID 13061751HCID 13061751, compound

Product 1

HCID 53684414HCID 53684414, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent2×

Procedure

To a stirred solution of 657 g diethylaniline in 2 l toluene is added dropwise over ca. 5 minutes 416 g methyl chloroformate. 500 g N-(3-methyl-2-butenyliden)-isopropylamine in 500 ml toluene are then added dropwise with stirring over 2 hours, maintaining the temperature between 25° and 30° C. Stirring is continued for 1 hour and the reaction mixture is then treated with 400 ml of water and 90 ml conc. hydrochloric acid. The organic phase is washed with 600 ml of saturated aqueous sodium bicarbonate solution and with 600 ml water, dried and evaporated in vacuo to give the title compound.

Workup

  1. temperaturemaintaining the temperature between 25° and 30° C
  2. stirringStirring
  3. waitis continued for 1 hour
  4. washThe organic phase is washed with 600 ml of saturated aqueous sodium bicarbonate solution and with 600 ml water
  5. customdried
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-aa1d08e4817846348427496304dc5457
Source dataset
uspto-grants-1983_07
Patent number
US04395550

Reaction notes

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